Top Caribbean Private Sightseeing Tours

Q: Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Caribbean Private Sightseeing Tours with Instant Confirmation include: Private Eleuthera Island: Swim With Pigs, Turtles & Stingrays Private Exuma Cays Day: Iguana, Shark, Pigs, Sandbar & Lunch 5-Day Private Tour in The Bahamas with Pickup Yacht YES DARLING - Private Boat St Martin, St Barth & Anguilla St Martin Gd-Case, Private Romantic Cruise 4 days View all Tours with Instant Confirmation →

Q: Got any more Caribbean trip ideas?

We sure do. Check out our curated lists of hand-picked Caribbean Tours. Top 10 Caribbean 2026 Senior-friendly tours Caribbean The best tours and activities for culture lovers in Caribbean Top Day Trips from Caribbean Things to do in Caribbean this summer View all Caribbean Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Caribbean?

Based on our sales data over the past year, the most popular styles of tours and activities in Caribbean are: Caribbean Luxury & Special Occasions Caribbean Luxury Tours Caribbean Tours & Sightseeing Caribbean Shore Excursions Caribbean Port Transfers View all tour styles in Caribbean →

Private Negril Day Trip to Seven Miles Beach and Rick's Cafe from Runaway Bay

Visit Negril's beautiful Seven Mile Beach on this private, full-day trip from Runaway Bay. Located on Jamaica’s West Coast on the shores of Negril, Seven …More

Runaway Bay, Jamaica

3.0 (3)

Private Negril Day Trip to Seven Miles Beach and Rick's Cafe from Runaway Bay

Visit Negril's beautiful Seven Mile Beach on this private, full-day trip from Runaway Bay. Located on Jamaica’s West Coast on the shores of Negril, Seven...

12 hours Hotel pickup offered Free Cancellation

3.0 (3)

from
$138

Private Jet Car or Jet Ski Experience in Montego Bay

Take a splash into Montego Bay’s crystal Blue waters like never before on this exciting Jet Car Tour. This is a unique exciting and exhilarating …More

Montego Bay, Jamaica

5.0 (15)

Private Jet Car or Jet Ski Experience in Montego Bay

Take a splash into Montego Bay’s crystal Blue waters like never before on this exciting Jet Car Tour. This is a unique exciting and exhilarating...

1 hour 20 minutes Hotel pickup offered Free Cancellation

5.0 (15)

from
$137

Private & Customize Tour to Bob Marley's Nine Mile and Dunn's River Falls

A private and customize tour to Bob Marley Nine Mile and Dunn's River Falls sight see some of it's historical site in a air-conditioned vehicle. …More

Montego Bay, Jamaica

4.9 (34)

Private & Customize Tour to Bob Marley's Nine Mile and Dunn's River Falls

A private and customize tour to Bob Marley Nine Mile and Dunn's River Falls sight see some of it's historical site in a air-conditioned vehicle....

7 hours Hotel pickup offered Free Cancellation

4.9 (34)

from
$137

Premier Transfers and Tours has extensive knowledge and experience in organizing tours and experiences in Jamaica, including the Appleton Estate Rum Experience. They can provide …More

Trelawny, Jamaica

5.0 (2)

Appleton Estate Rum Tasting Experience

Premier Transfers and Tours has extensive knowledge and experience in organizing tours and experiences in Jamaica, including the Appleton Estate Rum Experience. They can provide...

5 to 6 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$137

YS Falls and Pelican Bar COMBO from Montego Bay

Our drivers create an authentic, one-of-a-kind experience as we take you through the beautiful sites, offering a new perspective on the history and local culture …More

Montego Bay, Jamaica

5.0 (1)

YS Falls and Pelican Bar COMBO from Montego Bay

Our drivers create an authentic, one-of-a-kind experience as we take you through the beautiful sites, offering a new perspective on the history and local culture...

5 hours Hotel pickup offered Free Cancellation

5.0 (1)

from
$137

This tour is very personalize, you will feel right at home, feel like family, feel relax and have fun. …More

Choc, St Lucia

5.0 (2)

St Lucia Soufriere Natural Attraction

This tour is very personalize, you will feel right at home, feel like family, feel relax and have fun....

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$136

Washington Park Tour with Local Guide on Bonaire

The best way to experience Bonaire Washington Park Tour is with a guide who knows the most beautiful spots! Beautiful and unspoiled are understatements when …More

Kralendijk, Bonaire

4.7 (39)

Washington Park Tour with Local Guide on Bonaire

The best way to experience Bonaire Washington Park Tour is with a guide who knows the most beautiful spots! Beautiful and unspoiled are understatements when...

5 hours Hotel pickup offered Free Cancellation

4.7 (39)

from
$136

Guests can experience a one of a kind photoshoot with our unique and beautiful clear kayak….with these we can create unimaginable photos for each guest …More

4.5 (72)

Clear Kayak Drone Photoshoot

Guests can experience a one of a kind photoshoot with our unique and beautiful clear kayak….with these we can create unimaginable photos for each guest...

30 to 55 minutes Free Cancellation

4.5 (72)

from
$136

Private Transportation from Montego Bay to Appleton Estate & Pelican Bar

This tour is a compact tour inter twine with know hows and fun filled boat ride excursion. A rich vibe secluded chill spot out in …More

Lucea, Jamaica

5.0 (58)

Private Transportation from Montego Bay to Appleton Estate & Pelican Bar

This tour is a compact tour inter twine with know hows and fun filled boat ride excursion. A rich vibe secluded chill spot out in...

6 hours Hotel pickup offered Free Cancellation

5.0 (58)

from
$136

Bob Marley Nine Mile Birthplace & Dunn’s River Falls Adventure

The Dunn's River Falls and Bob Marley tour combo offers a unique blend of natural beauty and cultural immersion. It allows travelers to experience the …More

Runaway Bay, Jamaica

5.0 (11)

Bob Marley Nine Mile Birthplace & Dunn’s River Falls Adventure

The Dunn's River Falls and Bob Marley tour combo offers a unique blend of natural beauty and cultural immersion. It allows travelers to experience the...

6 hours Hotel pickup offered Free Cancellation

5.0 (11)

from
$136

This tour allows adventurous travellers to experience the beauty of the North Coast of Trinidad, beyond the typical Maracas and Las Cuevas Bay. The main …More

5.0 (2)

Private Hike Tour to Paria Waterfall

This tour allows adventurous travellers to experience the beauty of the North Coast of Trinidad, beyond the typical Maracas and Las Cuevas Bay. The main...

7 to 10 hours Hotel pickup offered Free Cancellation

5.0 (2)

from
$136

On this exciting tour you go on an off road adventure inside the Arikok National Park and a Road trip to Baby Beach for swimming …More

5.0 (398)

Private Jeep Tour National Park

On this exciting tour you go on an off road adventure inside the Arikok National Park and a Road trip to Baby Beach for swimming...

6 hours Hotel pickup offered Free Cancellation

5.0 (398)

from
$135

ATV/UTV Island Tour with Lunch in Providenciales

Embark on a journey that transcends the ordinary with our tour experience, where every moment is crafted to set us apart from the rest. What …More

4.8 (156)

ATV/UTV Island Tour with Lunch in Providenciales

Embark on a journey that transcends the ordinary with our tour experience, where every moment is crafted to set us apart from the rest. What...

2 hours 30 minutes Free Cancellation

4.8 (156)

from
$135

Private Tour Ocho Rios or Runaway Bay Bob Marley Nine Mile

WELCOME TO TOUR JAMAICA TODAY. This tour is a breath taking and an amazing experience. Your guide will meet you with a warm welcome and …More

Ocho Rios, Jamaica

5.0 (133)

Private Tour Ocho Rios or Runaway Bay Bob Marley Nine Mile

WELCOME TO TOUR JAMAICA TODAY. This tour is a breath taking and an amazing experience. Your guide will meet you with a warm welcome and...

4 to 6 hours Hotel pickup offered Free Cancellation

5.0 (133)

from
$135

Private Fresh Water Lake, Waterfalls And Hot Springs Excursion

This tour takes us to the Morne Trois Piton National Park, which is also an UNESCO World Heritage Site. It's filled with beautiful views and …More

5.0 (103)

Private Fresh Water Lake, Waterfalls And Hot Springs Excursion

This tour takes us to the Morne Trois Piton National Park, which is also an UNESCO World Heritage Site. It's filled with beautiful views and...

4 to 6 hours Free Cancellation

5.0 (103)

from
$135

The Ultimate Beach Tour Private Experiences Curacao

The embodiment of a Caribbean beauty with white sand, crystal clear turquoise water, and lots of beautiful sea life. This tour experience is made to …More

Willemstad, Curacao

5.0 (42)

The Ultimate Beach Tour Private Experiences Curacao

The embodiment of a Caribbean beauty with white sand, crystal clear turquoise water, and lots of beautiful sea life. This tour experience is made to...

6 to 7 hours Hotel pickup offered Free Cancellation

5.0 (42)

from
$135

All you need for this tasty food excursion is a healthy appetite! You will not only taste the most delicious local bites and drinks, but …More

5.0 (157)

The Original Curaçao Private Food Tour

All you need for this tasty food excursion is a healthy appetite! You will not only taste the most delicious local bites and drinks, but...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (157)

from
$135

Soufriere Adventure Nature Trail Hike | Waterfall | Mud Baths

Our tour takes you around Soufriere which is the GEM of Saint Lucia. With Detour Saint Lucia you are teated like family & promise to …More

Marigot Bay, St Lucia

5.0 (52)

Soufriere Adventure Nature Trail Hike | Waterfall | Mud Baths

Our tour takes you around Soufriere which is the GEM of Saint Lucia. With Detour Saint Lucia you are teated like family & promise to...

4 to 5 hours Hotel pickup offered Free Cancellation

5.0 (52)

from
$135

Punta Cana ATV Buggies Adventure from Santo Domingo Tour

We always recommend bringing snickers, a handkerchief, and a change of clothes for this adventure because IT MIGHT GET MUDDY. With this experience, you will …More

Santo Domingo, Dominican Republic

4.7 (27)

Punta Cana ATV Buggies Adventure from Santo Domingo Tour

We always recommend bringing snickers, a handkerchief, and a change of clothes for this adventure because IT MIGHT GET MUDDY. With this experience, you will...

10 to 12 hours Hotel pickup offered Free Cancellation

4.7 (27)

from
$135

Blue Hole Secret Falls and River Tubing Private Tour

Combine two popular outdoor activities in Jamaica—a visit to the Blue Hole and tubing down the White River—on a single tour from your Resort. Visit …More

Montego Bay, Jamaica

5.0 (19)

Blue Hole Secret Falls and River Tubing Private Tour

Combine two popular outdoor activities in Jamaica—a visit to the Blue Hole and tubing down the White River—on a single tour from your Resort. Visit...

5 to 8 hours Hotel pickup offered Free Cancellation

5.0 (19)

from
$135

Frequently Asked Questions

These answers are based on answers previously given to Cool Shore Excursions customers' questions.

What are the best options for Caribbean Private Sightseeing Tours?

What are the best kid-friendly options for Caribbean Private Sightseeing Tours Tours?

According to verified reviews on Cool Shore Excursions and TripAdvisor, the best kid-friendly Caribbean Private Sightseeing Tours are:

View all kid-friendly Tours →

Which Caribbean Private Sightseeing Tours have Instant Confirmation?

Which Caribbean Private Sightseeing Tours have Free Cancellation?

Caribbean Private Sightseeing Tours with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

I need a ride! Which Caribbean Private Sightseeing Tours have Hotel Pickup?

No problem. These Caribbean Private Sightseeing Tours include Hotel Pickup:

View all Tours with Hotel Pickup →

Got any more Caribbean trip ideas?

What are the most popular styles of Tours and Activities in Caribbean?